CAS 24422-15-9 3,4,5-Trichlorothiophene-2-carbonyl chloride (HCID 7010308)

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Basic information

CAS: 24422-15-9
Standard SMILES: O=C(Cl)c1sc(Cl)c(Cl)c1Cl
InChIKey: ASESVIHJSOBINF-UHFFFAOYSA-N
Molecular formula: C5Cl4OS
Average molar mass: 249.9 g/mol
Monoisotopic mass: 247.84239634

Names & identifiers

Preferred name: 3,4,5-Trichlorothiophene-2-carbonyl chloride
IUPAC: 3,4,5-trichlorothiophene-2-carbonyl chloride
English name: 3,4,5-Trichlorothiophene-2-carbonyl chloride
Molecular formula: C5Cl4OS
Molecular weight: 249.93

Names & synonyms

24422-15-93,4,5-TRICHLOROTHIOPHENE-2-CARBONYL CHLORIDEDTXSID00426620RefChem:270576DTXCID303774543,4,5-Trichlorothiophene-2-carbonylchloride3,4,5-trichloro-2-thiophenecarbonyl chlorideMFCD02093952C5Cl4OSSCHEMBL4946672ASESVIHJSOBINF-UHFFFAOYSA-NBS-23011

Show more names

Rivaroxaban Impurity 166trichlorothiophene-2-carbonyl chloride2-Thiophenecarbonyl chloride, 3,4,5-trichloro-3,4,5-Trichlorothien-2-carboxylic acid chloride

DB-046445

Database identifiers

CAS: 24422-15-9
PubChem CID: 7010308
DTXSID: DTXSID00426620
EC Number: 679-140-5

Properties

Computed structural properties

XLogP: 4.7
Topological polar surface area: 45.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 176

Physicochemical properties

Melting point: 38 · 38-40°C
Boiling point: 124 · 124-125°C 10mm
Flash point: 124 · 124-125°C/10mm
Sensitive: Moisture Sensitive
BRN: 1427060 · 1427060
Symbol(GHS): 5 · GHS05
Signal word: Warning
Hazard statements: 314 · H314-H318
Precautionary statements: 260 h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a · P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 3261 · 3261
HazardClass: 8 · 8
PackingGroup: II

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 1 notifications to the ECHA C&L Inventory.

Safety data

ridadr: 3261
risk_code: 34
Signal word: Warning
Symbol(GHS): GHS05
safety_code: 26-36/37/39-45
hazard_class: 8
packing_group: II
Hazard statements: H314-H318
Precautionary statements: P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a

Chemistry & industry

Preparation methods · 1 item

Preparation3,4,5-Trichlorothiophene-2-carbonyl chloride synthesis: A mixture of 3,4,5-trichloro-2-thiophenecarboxylic acid (20.4 g, 0.088 mol), SOCl2 (7.3 mL, 0.1 mol), and DMF (0.2 mL) in 80 mL of 1,2-dichloroethane was heated at reflux temperature for 3 h. The reaction mixture became homogeneous after 1 h of heating. The solution was cooled to 25℃, concentrated and placed under high vacuum to remove residual solvent, giving 22.0 g (98% wt.) of 3,4,5-trichloro-2-thiophenecarbonyl chloride as an oil which solidified on standing to an off-white powder; m.p. 37-41℃, having a GC area % purity > 99%.